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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850387Generated: October 30, 2026

Hydrochloric Acid → 1-(2,4,6,7-Tetramethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine

https://huagongshe.com/reaction/1850387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantTert-butyl 4-(2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine-1-carboxylateHCID 66759814—
SolventEthyl AcetateHCID 8857—
Product1-(2,4,6,7-Tetramethyl-2,3-dihydro-1-benzofuran-5-yl)piperazineHCID 6675981097.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

tert-butyl 4-(2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine-1-carboxylate (16.1 g, 44.7 mmol) synthesized in Reference Example 55 was added to an ethyl acetate solution containing 2N hydrogen chloride, and the mixture was stirred at 50° C. for 3 hours. The reaction solution was poured into an aqueous solution of 2N sodium hydroxide, and the mixture was extracted using ethyl acetate. The extract was washed with saturated saline, and dried using anhydrous sodium sulfate. After that, the solvent was removed under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (ethyl acetate-methanol 90:10) to give 11.3 g of the title compound as an oily product (yield: 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957069B2
Source datasetuspto-grants-2015_02
ORD IDord-4b7878c8f06c4d35b65dbca13d66a9f8
Source noteuspto-grants-2015_02